871948-89-9 Usage
Description
(2R,3S)-O,O-DIACETYL-3-DIBENZYLAMINO-4-PHENYLBUTANE-1,2-DIOL is a complex chiral chemical compound characterized by the presence of two chiral centers, leading to four possible stereoisomers. It features acetyl, dibenzylamino, and phenyl groups attached to a butane-1,2-diol backbone. (2R,3S)-O,O-DIACETYL-3-DIBENZYLAMINO-4-PHENYLBUTANE-1,2-DIOL is known for its utility in asymmetric synthesis, where it serves as a chiral auxiliary to control the stereochemistry of chemical reactions. The acetyl groups are easily removable, unveiling the free hydroxyl groups, while the dibenzylamino group imparts a chiral environment conducive to selective reactions.
Uses
Used in Pharmaceutical Synthesis:
(2R,3S)-O,O-DIACETYL-3-DIBENZYLAMINO-4-PHENYLBUTANE-1,2-DIOL is utilized as a chiral auxiliary in the pharmaceutical industry for the synthesis of chiral molecules. Its ability to control stereochemistry is crucial for producing enantiomerically pure compounds, which are essential in drug development due to their distinct biological activities and reduced side effects.
Used in Agrochemical Synthesis:
In the agrochemical sector, (2R,3S)-O,O-DIACETYL-3-DIBENZYLAMINO-4-PHENYLBUTANE-1,2-DIOL is employed as a chiral auxiliary for the synthesis of enantiomerically pure agrochemicals. The control over stereochemistry ensures the production of active ingredients with specific biological targets, reducing the environmental impact and increasing the efficacy of these products.
Used in Asymmetric Synthesis Research:
(2R,3S)-O,O-DIACETYL-3-DIBENZYLAMINO-4-PHENYLBUTANE-1,2-DIOL is also used in academic and industrial research settings for the development of new asymmetric synthesis methods. Its structural features make it a valuable tool for exploring and understanding the mechanisms of enantioselective reactions, ultimately contributing to the advancement of synthetic chemistry.
Check Digit Verification of cas no
The CAS Registry Mumber 871948-89-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,7,1,9,4 and 8 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 871948-89:
(8*8)+(7*7)+(6*1)+(5*9)+(4*4)+(3*8)+(2*8)+(1*9)=229
229 % 10 = 9
So 871948-89-9 is a valid CAS Registry Number.
InChI:InChI=1/C28H31NO4/c1-22(30)32-21-28(33-23(2)31)27(18-24-12-6-3-7-13-24)29(19-25-14-8-4-9-15-25)20-26-16-10-5-11-17-26/h3-17,27-28H,18-21H2,1-2H3/t27-,28-/m0/s1
871948-89-9Relevant articles and documents
Total selective synthesis of enantiopure O1-acyl-3-aminoalkane- 1,2-diols by ring opening of aminoepoxides with carboxylic acids
Concellon, Jose M.,Suarez, Jose Ramon,Del Solar, Virginia,Llavona, Ricardo
, p. 10348 - 10353 (2007/10/03)
Synthesis of (2R,3S)- or (2S,3S)-O1-acyl-3-aminoalkane-1,2-diols by ring opening of enantiopure (2R,1′S)- or (2S,1′S)-2-(1- aminoalkyl)epoxides 1 or 2, with carboxylic acids in the presence of BF 3·Et2O and chlorotrimethyl